Andrew Fashion; 22 years old (Made and Lost $2.5 Million)

Andrew had dropped out of high school in 2005 and started developing websites. After months of just scraping by, Andrew hit it big. He was pulling in $100,000+ checks every month. But after a few years of living the high life, the revenue stream dried up and Andrew went from being a millionaire to being in debt.

(inspired by juniorbiz)